I want you to be my new sissy sex slave
07:27
I think you are the sweetest man I have even known. Do people tell you that you are too nice sometimes? There is a kind of delicate innocence about you. - Nikki Daniels Penny Barber Kandii Kiss - sissytrainervids
I will teach my favorite sissy how to suck cock
07:09
I know that you are a little sissy boy who is very curious about how it is like to be with a man and how to suck a dick. But the first thing you have to do is look presentable. - Diana Knight Nikki Delano - sissytrainervids
I am so excited to play with my favorite sissy slave
07:28
I am so excited we are going to do this! I know it was a bit difficult for you to agree to this kinky game but I am so glad you finally did. - Jewell Marceau Nikki Brooks Whitney Morgan - sissytrainervids
You have to wear these panties all week
08:18
Life's too short to not do what I want, which means that my desire to see you as a sissy is coming to reality. Better still, it's happening today. Don't play games with me you little bitch. - Kneely Morgan - femdomvideos
You are such a pretty little sissy girl
07:40
I'm going to clean you up and make you into a nice girl. I'll put lots of make-up onto that little face of yours! Aww you'll feel like such a girl then I'll put some eye-liner on you and even more m - Alexis Grace Sadie Holmes Taylor Raz Kandii Kiss Natalie Laine - sissytrainervids
You can pretend to be one of the girls around me
06:12
We are going to have such a fun day turning you into a sissy girl. I will give you a bra and panty set and then do your makeup. - Kneely Morgan - sissytrainervids
I will dress you up like a total sissy slut
07:05
Today we are going to dress you up like a proper girl. But we are going to start with the basics. Show me your legs. They better be smooth like silk if you want to be a lady. - Carissa Montgomery Jade Indica Nikki Delano Samantha Grace Soraya Rico - sissytrainervids
I will chain you up and tease your sissy ass so hard
07:16
I am not too happy with you since you have been pretty bad. Now I will have to punish you and your punishment will be to wear these neon orange panties. - Nikki Delano Samantha Grace - sissytrainervids
We are excited about our new sissy slave
06:55
We are going to dress you up like a pretty girl and we are so excited about that. Look what we got you! A nice bra with some glitter on it! - Jewell Marceau Lilith Lust Nikki Daniels Penny Barber - sissytrainervids
I will turn you into the perfect sissy girl
06:59
Hop on over! I've got this cute bra for you and once you get it on I can start to do your makeup and turn you into the perfect woman. Once that's done, I'm gonna take you out and reveal you to the wor - Alexis Grace Katie Cummings Whitney Morgan Taylor Raz Kandii Kiss Hannah Perez - femdomvideos
We are going to break in our new sissy slave
06:55
We are going to dress you up like a pretty girl and we are so excited about that. Look what we got you! A nice bra with some glitter on it! - Amai Liu Jewell Marceau Lilith Lust Nikki Daniels Samantha Grace Penny Barber Kandii Kiss - sissytrainervids
I will give your sissy ass exactly what you need
08:14
Ashley Sinclair's philosophy when it comes to guys that want to be pegged is to give them exactly what they want. That means your ass is going to get fucked. - Ashley Sinclair Alexis Grace - sissytrainervids
Iran sisi sissy anal koon fuck double
01:21
Koon iran anal double fuck trans shemale - Alexis Texas Alix Lynx Ana Foxxx Jana Hall - Arashbott
I have a matching bra and panties set for you
05:26
I have a cute little sissy outfit I want you to wear. I think once you put this one, you will look like a real sissy girl. - Ashley Edmonds Ashley Sinclair Jean Bardot Taylor Raz Kandii Kiss - femdomvideos
You are nothing but a sissy femboy slut
07:50
Buckle up boy, because we're going to strip you of that manhood and subject you to the highest levels of female indulgence. Take a look at this beautiful dominatrix before you. - Kneely Morgan - femdomvideos
I will give you a total sissy makeover
07:48
Since you have helped me pick out my outfit for tonight, I am going to help you with yours. Let's start with your makeup because I want you to look your best. You can come closer. - Amai Liu Nikki Delano Olivia Rose Samantha Grace Star Nine Alex Love - femdomvideos
I am going to make you into a little sissy girl
05:53
I'm so excited for our play date, because I'm going to have the chance to dress you up like a little girl. I know how much you love it when I feminize you, and today - well, you're going to get exactl - Alexis Grace Ashley Edmonds Ashley Sinclair Taylor Raz Kandii Kiss - femdomvideos
REAL CUCKOLD STORY! English Bisexual sissy tv slut meet BULL
04:18
a REAL CUCKOLD STORY! how a English Bisexual sissy tv & slut meet their BULL - MrandMrswallace
Making A Mess All Over A Mirror
01:21
Crossdresser, sissy, Bald cock, jacking off, cum shot, red head, riding a dildo. - mikieou812
WOMAN LOVES SISSY GIRL.
04:46
LOVELY SISSY GIRL HAS SEX WITH GIRLS AND A FUCKING MACHINE! - tura_
Relax and just let me big black strapon cock in
14:20
Your asshole puts up some initial resistance to begin with, but as soon as I calm you down and convince you that you're a hungry sissy, that butt enjoys every second and opens wide for this big dildo. - sissytrainervids
I will make you bi fantasy some true
07:05
I have heard that you have no idea how to be a good little sissy boy and take cocks. So, I will guide you through this. The first thing that you need to know is that you need to lube up this pulsating - Nikki Brooks Samantha Grace - femdomvideos
I want to get really nasty with a sissy girl
06:31
We are going to dress you up like a pretty girl and we are so excited about that. Look what we got you! A nice bra with some glitter on it! This is going to look so good on you. - Lilith Lust - sissytrainervids
I am going to make you into a sissy princess
07:29
Aww you poor little girl you! It's time to play dress up with you today and I'm going to put you in the prettiest outfits I can find. - Kneely Morgan - sissytrainervids
I will doll you up like a total sissy slut
06:23
I am so excited we are going to do this! I know it was a bit difficult for you to agree to this kinky game but I am so glad you finally did. - Nikki Delano - sissytrainervids
You are going to be my pretty little sissy princess
07:30
I hope you’re excited for your outfit! I guess that look on your face just about sums it up. Come on, get out of that shorts and T-shirt combination. - Jade Indica - sissytrainervids
Mistress Makes Femdom CFNM Sissy Slave Tuck Away Tiny Penis
01:33
I do so love humiliating my Femdom CFNM Sissy Slave with a little bit of CBT. In this SPH humiliation video, I make him tuck his tiny little cock between his legs and show me his man pussy. - SofaCouple
I teach sissies like you to suck cock
08:37
All you sissy boys out there need to know how to give a proper blowjob. You cant call yourself a real sissy unless you know how to give a really big cock a ball draining blowjob. - Addie Juniper Chloe James Jordana Leigh - sissytrainervids
I will make you into the perfect sissy slave
07:49
I have to say that I have noticed some tendencies in you. I know you don't want to admit it but I have seen them and I have decided to do you a favor. - Amai Liu Bossy Delilah Carissa Montgomery Jade Indica Jewell Marceau Nikki Brooks Whitney Morgan - femdomvideos
I want to see what you look like dressed as a sissy
06:55
I hope you are ready for me to dress you up! I cannot wait for you to get your dick in these cute blue panties. Look! They even have a small bow on them. - Kandii Kiss - sissytrainervids
We will make you suck cock like a real sissy
07:40
We know that you'll do absolutely anything we ask, so that's why we're going to turn you into the perfect little female slut. - Kneely Morgan - femdomvideos
Maid get's spit roasted preview
02:08
My maid makes up for her sins by being used by two guys of my choosing. She sucks and gets fucked like the sissy whore that she is. This greedy whore takes it for me as she would hate to disappoint. - Mistress Esme - Mistress_Esme
Tonight you get to be a real sissy girl
08:17
I found panties in your drawer and I want to know who they belong to. Shut up and take your pants off. Oh my God! Why the fuck do you have panties on? You are a fucking pervert. - jerkoffencouragement
Sissies like you should be tied up and teased
08:21
This is all happening since you were not following the rules. You had all of these chores around the house and you have not done any of them. - Amai Liu Jade Indica Jewell Marceau Nikki Brooks Samantha Grace Whitney Morgan - sissytrainervids
You look so adorable as a sissy girl
06:11
Put this on right this second. I think you're going to look so adorable and the noise it makes is really pretty too. You don't have much of an option either, so there's no point protesting. - Astro Domina Cheyenne Jewel Gia Steel Samantha Grace Penny Barber - femdomvideos
Put on these panties you little sissy bitch
07:23
Now, take your lipstick-covered lips and open them up, welcoming any cock that comes your way. We both know that you love nothing more than the idea of being a perfect little sissy. - Carissa Montgomery Caroline Pierce Gina Bang Jewell Marceau Nikki Brooks Whitney Morgan - sissytrainervids
Tonight I get to be the one who fucks you
15:35
As soon as you put that dress and wig on, you're pretty much as sissy as it gets. So, are you ready to do the most feminine thing ever and take a good, hard cock deep in your ass? - Judith Elekes - curiousporn
Are you ready to become my sissy bitch
06:32
Are you ready to be Princess Anna's little sissy bitch tonight? She is going to dress you up like a girl, put some lipstick on your and shave your legs. She loves humiliating all her pathetic slaves. - Kneely Morgan - sissytrainervids
Put on the sissy boy outfit I picked out for you
06:19
I want you to get into that pretty little frock that you got the other day, but first put on a bra and stuff it full of socks so you get the big, busty breasts you’ve always dreamed of having. - Caroline Pierce Kandii Kiss - sissytrainervids
I will help you transform into the prettiest sissy girl ever
07:42
I'm going to clean you up and make you into a nice girl. I'll put lots of make-up onto that little face of yours! Aww you'll feel like such a girl then I'll put some eye-liner on you and even more m - Allura Skye Amai Liu Carmen Valentina Danica Logan Sadie Holmes Goddess Rapture - femdomvideos
I will turn you into a little sissy girl
07:18
I'm so excited for our play date, because I'm going to have the chance to dress you up like a little girl. I know how much you love it when I feminize you, and today - well, you're going to get exactl - femdomvideos
You can be my sissy boy girlfriend
07:02
You're the best girlfrie-, I mean boyfriend, I've ever had. Here, take this and try it on. You're going to look like a cute little doll with some pink satin panties that are going to turn you into a h - Alexis Grace Cheyenne Jewel Samantha Grace Penny Barber Kandii Kiss Hannah Perez - femdomvideos
Mistress Maya wrecks sissy slave sammi
03:32
D films while his sexy lady Maya just destroys my sissy husbands pussy! Strapon, fisting, more strapon, more fisting....you rock Maya! - Encntct
I will make you look so sexy as a sissy girl
06:08
I've caught you going through my makeup, I've caught you going through my lingerie. Look, this needs to stop, and the only way I can come to terms with what's happening is if I turn you into a sissy. - Kneely Morgan - femdomvideos
Deep down you are totally just a sissy slut
09:17
You don't have to hide your sissy side when you are around me. I want to help you explore this feminine side of yourself. I even set out some clothes I think you will look good in. - Angel Blade Cheyenne Jewel Whitney Morgan Taylor Raz Hannah Perez - femdomvideos
I have a big toy for your tight sissy ass
06:02
You need to suck this cock while I've got this chain around your neck. If you don't pay attention to what I tell you to do, you're going to be choked and believe me, we do not want you gasping for air - Kneely Morgan - femdomvideos
Sissy Hypno
01:00
Training starting on Reddit and Xhamster.... Pm for more info - Sinnerlisa
You are going to be my lil sissy girl
07:02
You envy girls and their pretty little outfits that they get to wear. You would just love to be able to do your hair like we do or wear a sweet scented perfume. - Bossy Delilah Carissa Montgomery Lucy Summers Nikki Daniels Nikki Delano Samantha Grace - sissytrainervids
I will take you out dressed as a sissy girl
07:57
I know you have been admiring my cute outfits so I thought since you like them so my why don't you try them out yourself. Let's start with makeup. - Amai Liu Bossy Delilah Carissa Montgomery Jewell Marceau Nikki Brooks Nikki Daniels Samantha Grace Sovereign Syre Whitney Morgan Alex Love - femdomvideos
I will make you into my pretty sissy princess
07:23
I hope you’re excited for your outfit! I guess that look on your face just about sums it up. Come on, get out of that shorts and T-shirt combination. - Nikki Delano - sissytrainervids
sissy maid
00:59
sissy maid gets fucked - Katia Michelle - lesbianbrat
Miss Dicky Plow Sissy Cunt
00:30
A quicky before work for Miss Dicky turns into a full on pounding balls deep with Bam strapon. - straponlove12
I will dress you up like a sissy for our night out
07:43
Now let me do your eyes. I am going to make you into one hot chick. Let's not forget to make those lips super red. I think that color looks great on you. It is good for sucking dicks. - Nikki Daniels Olivia Rose Penny Barber - sissytrainervids
Riding my Daddy toy! Part 3
00:59
Just my Daddy toy in this clip. When you see my little ass shake I couldn’t control my sissy self. I definitely had an orgasm. No cum, but lots of precum. So sorry that part didn’t make the video - Hannibal6978
Tranny fuck sissy boy crossdresser raw
04:27
Raw crossdresser takes another load hehehe she was loving the yummy booty leave ur comments thanks - Bootyqueen21
I want to see you sucking cock like a real sissy
06:49
If you want to play with me today, you will have to play under my rules. I bet you are curious to learn what they are. Well, if you haven't noticed, I really enjoy the things which are girly. - Jewell Marceau Kandii Kiss - sissytrainervids
You are just my sissy plaything
08:09
I will let you wear my clothes which are going to fit you nicely. I think some of my panties would make you look so cute. Maybe some black silky ones, what do you think? - Chelan Simmons Jade Indica Nikki Brooks Whitney Morgan Natalie Laine - sissytrainervids
I chose the perfect sissy outfit for you
07:48
Oh, do I have a treat for you today! You see my cute lingerie? I got you the same pair of panties and a bra so we would have the matching outfits when we go out tonight. - Carissa Montgomery Gina Bang Jewell Marceau Penny Barber Kandii Kiss - femdomvideos
Tonight I make you into a sissy girl
08:29
I found panties in your drawer and I want to know who they belong to. Shut up and take your pants off. Oh my God! Why the fuck do you have panties on? You are a fucking pervert. - Addie Juniper Savannah Fox - jerkoffencouragement
SISSY MANTRA
00:36
i AM BECOMING more and more FEMININE everyday - hotloverboy
I will make you my sissy blowjob slave
08:55
We need to get you all pretty and sexy for your hot date tonight, so don't be shy. Get over here and let me put some lipstick on you and some of this lime color shadow for your eyes. - Alexis Grace Sadie Holmes Kandii Kiss - femdomvideos
Mistress Terie Fully Feminizes her Femdom Sissy Slave Maid
02:44
Mistress Terie takes her CFNM Femdom Slave and turns him into a fully feminized sissy slave maid she makes her new gurl milk for her and then takes him off for use in one of her femdom parties. - SofaCouple
Greek wife Sonia fucked by sissy hubby
03:02
Sissy cuckold hubby fucking wifes filthy cunt after her Bull has fucked both their assholes. Hubby's asshole is still open ... - sexg75gr
Filling her ass so her sissy can suck it clean
06:33
Daddy fucking his Princess so she can share her ass with her sissy cuck. - Jm70wn
I will give you a total sissy makeover
07:06
Since you have helped me pick out my outfit for tonight, I am going to help you with yours. Let's start with your makeup because I want you to look your best. You can come closer. - Nikki Delano Samantha Grace - sissytrainervids
I have a matching bra and panty set for you
06:21
I have a cute little sissy outfit I want you to wear. I think once you put this one, you will look like a real sissy girl. - Alexis Grace Samantha Grace Hannah Perez - femdomvideos
I have a black monster cock for your tight sissy ass
07:53
Come here and get on your knees. You already know what is coming, don't you? I know you crave this big black dick between your lips. I will train you and get you ready for the real thing. - sissytrainervids
You are coming out with us dressed as a sissy
07:26
I know you have been admiring my cute outfits so I thought since you like them so my why don't you try them out yourself. Let's start with makeup. I am going to put on some foundation on your face. - Jade Indica Nikki Daniels Soraya Rico - sissytrainervids
Sissy orgasm on dildo handsfree sperm and pee
02:25
Crossdresser riding dildo masturbate and cums several times handsfree piss and sperm - Exosex71
I will train your sissy ass with these big dildos
06:19
You have some really fucked up addictions, and I'm not going to beat around the bush: I will not stand for it under my roof. If you think I'm going to let this rest, you're severely mistaken. - Ashley Edmonds Ashley Sinclair Jean Bardot Penny Barber Taylor Raz Kandii Kiss - femdomvideos
I am going to make you dress like a sissy girl
06:29
Look at you, standing before me without a single shred of clothing on. How would anyone know that you were woman if you don’t dress the part? - Amai Liu - sissytrainervids
Are you ready to become my little sissy girl
06:44
Now, open your legs and show me what’s there. Ugh! Shave your legs, make them smooth for me. You know that pretty little girls do not have hair all over their bodies. - Bossy Delilah Carissa Montgomery Jade Indica Nikki Delano Samantha Grace daddysgirlss - sissytrainervids
Black Bisexual Couple
06:55
Sissy Husband Licks my Pussy Clean eats all my cream - PhatbootyTeddy - PhatbootyTeddy